(Translated by https://www.hiragana.jp/)
VjCD0100 ChemDraw 16.0.1.4 + Frondosin-B-Danishefsky-2001 exercise.cdx x b XE
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Arial Bold' Times New Roman x H H @ Re( d Chemical Formula: Exact Mass: Molecular Weight: m/z: Elemental Analysis: Boiling Point: Melting Point: Critical Temp: Critical Pres: Critical Vol: Gibbs Energy: Log P: MR: Henry's Law: Heat of Form: tPSA:
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O 8 Chemical Interpretation is not possible for this label Z Total Synthesis and Determination of the Absolute Configuration of Frondosin B Z Total Synthesis and Determination of the Absolute Configuration of Frondosin B 1 { ' i [SD
P 8 Chemical Interpretation is not possible for this label Q ~ & 6 7 & Q & b & Masayuki Inoue, Matthew W. Carson, Alison J. Frontier, and Samuel J. Danishefsky
J. Am. Chem. Soc. 2001, 123,9,1878-1889 & 6 7 & Q & b & Masayuki Inoue, Matthew W. Carson, Alison J. Frontier, and Samuel J. Danishefsky
J. Am. Chem. Soc. 2001, 123, 9, 1878-1889 Ǥ = - w
\ 8 Chemical Interpretation is not possible for this label & reaction-name? & reaction-name? շ \$ $ \z
u 8 Chemical Interpretation is not possible for this label & yield: 63%, 84% ee & yield: 63%, 84% ee u - P
v 8 Chemical Interpretation is not possible for this label # 8 & & ` AlMe3, DCM/hexane,
-78C, 3 days 9 & & ` AlMe3, DCM/hexane,
-78°C, 3 days *' c j'F *
w 8 Chemical Interpretation is not possible for this label & yield: 60%, >95% de & yield: 60%, >95% de f 0 f@ 1 ' [
8 Chemical Interpretation is not possible for this label $ & & ` NaIO4
THF, H2O $ & & ` NaIO4
THF, H2O >ϛ ~iBQ
8 Chemical Interpretation is not possible for this label & reagent-name? & reagent-name? k@ 9k@s
8 Chemical Interpretation is not possible for this label & reaction-name? & reaction-name? $ B !n pa
8 Chemical Interpretation is not possible for this label w & & @ & tBuOK, THF, 78C ' & @ & tBuOK, THF, 78°C 1
.
.? @ J
8 Chemical Interpretation is not possible for this label & warm to -50C & warm to -50°C W t L Ժ M t Q
8 Chemical Interpretation is not possible for this label
( 1
( 1 Y 2u jYM 2բ M2u jkS
8 Chemical Interpretation is not possible for this label
( 2
( 2 Z h ȣO h HP貳 HU
8 Chemical Interpretation is not possible for this label
( 3
( 3 [ M H &s
8 Chemical Interpretation is not possible for this label
( 3
( 3 \ .{Z x%{ .{
8 Chemical Interpretation is not possible for this label
( 4
( 4 ] 2Ә
*S!2S
8 Chemical Interpretation is not possible for this label
( 5
( 5 _ ?T K8T7TA
8 Chemical Interpretation is not possible for this label % & yield: 71% (over 2 steps) % & yield: 71% (over 2 steps) a t8 t9
8 Chemical Interpretation is not possible for this label ( 10 ( 10 $ Pec
8 Chemical Interpretation is not possible for this label & yield: 50% (2 steps) & yield: 50% (2 steps) A " @\$
8 Chemical Interpretation is not possible for this label & 1) & 1) $ ݳ!:Sic
8 Chemical Interpretation is not possible for this label ' & & ` 2) I2, THF; -78C ( & & ` 2) I2, THF; -78°C W 88! rq
8 Chemical Interpretation is not possible for this label ? & Reason for the introduction of the carbamoyl-group? ? & Reason for the introduction of the carbamoyl-group? I< <:hi ԇ7jT@
8 Chemical Interpretation is not possible for this label & yield: 93%, 84% ee & yield: 93%, 84% ee -! Җ -! @L
8 Chemical Interpretation is not possible for this label
% 0 & Tebbe reagent, pyridine
THF, -40C 1 & Tebbe reagent, pyridine
THF, -40°C .}
8 Chemical Interpretation is not possible for this label ( 17 ( 17 t,) ,)&n
8 Chemical Interpretation is not possible for this label & name-reaction? & name-reaction? I
8 Chemical Interpretation is not possible for this label & 2) & 2) 0 4)8 48 N
8 Chemical Interpretation is not possible for this label ( 16 ( 16 1 DGؕ b
8 Chemical Interpretation is not possible for this label & yield: 97% & yield: 97% 2 \G . b<
8 Chemical Interpretation is not possible for this label & yield: 79% & yield: 79% 6 00 pi}2ˆ
8 Chemical Interpretation is not possible for this label & 1) & 1) 8 t , :|v
8 Chemical Interpretation is not possible for this label & 2) & 2) y 5 (
8 Chemical Interpretation is not possible for this label ( 18 ( 18 z Ȳ XiHx˞
W
$ 8 Chemical Interpretation is not possible for this label % & Denitration (yield: 58 %) % & Denitration (yield: 58 %) { e eeXE
% 8 Chemical Interpretation is not possible for this label & ....... & ....... } \G>? ~h bı
& 8 Chemical Interpretation is not possible for this label & yield: 94% & yield: 94% Y @YMV MVvX
( 8 Chemical Interpretation is not possible for this label 1 @ i & & ` & # & ` 1) MsCl, NEt3,
DCM, 0C
2) PdCl2(MeCN)2,
PhH, reflux j & & ` & $ & ` 1) MsCl, NEt3,
DCM, 0°C
2) PdCl2(MeCN)2,
PhH, reflux G i 4 4 P
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