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Enantioselective Synthesis of Stephacidin B

โœ Scribed by Herzon, Seth B.; Myers, Andrew G.

Book ID
115314136
Publisher
American Chemical Society
Year
2005
Tongue
English
Weight
88 KB
Volume
127
Category
Article
ISSN
0002-7863

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Scheme 3. Synthesis of simple avrainvillamide model 15 and the successful conversion of (+)-1 into (+)-3 and (ร€)-2. Reagents and conditions: a) NaBH 3 CN (10 equiv), AcOH, 25 8C, 12 h, 53 %; b) Na 2 WO 4 โ€ข2 H 2 O (0.2 equiv), aq. 35 % H 2 O 2 (50 equiv), MeOH, H 2 O, 25 8C, 6 h, ca. 30 %; c) NaBH 3