2. (2 E) Prof. Amos Smith has built a career utilizing dithianes (Acc. Chem. Res. 2004, 6, 365-377) and their umpolung capabilities. An early example is the synthesis of bertyadionol, and abbreviated structures for one of the steps in the synthesis are shown below. Draw the compound which is the crucial umpolung intermediate, and label the positions acting as a donor and acceptor which are utilized in the reaction below. R 1. BuLi 2. O S НО. S R
2. (2 E) Prof. Amos Smith has built a career utilizing dithianes (Acc. Chem. Res. 2004, 6, 365-377) and their umpolung capabilities. An early example is the synthesis of bertyadionol, and abbreviated structures for one of the steps in the synthesis are shown below. Draw the compound which is the crucial umpolung intermediate, and label the positions acting as a donor and acceptor which are utilized in the reaction below. R 1. BuLi 2. O S НО. S R
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.58P
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![2. (2 E) Prof. Amos Smith has built a career utilizing dithianes (Acc. Chem. Res. 2004, 6,
365-377) and their umpolung capabilities. An early example is the synthesis of
bertyadionol, and abbreviated structures for one of the steps in the synthesis are shown
below. Draw the compound which is the crucial umpolung intermediate, and label the
positions acting as a donor and acceptor which are utilized in the reaction below.
S. S
R
1. BuLi
2. O
HO
S
S](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fe8ab8c21-eb44-4d29-8e0c-99aeed418c1c%2Ffb7caa9a-4028-4864-a891-58c6c401dd65%2Fone6me_processed.png&w=3840&q=75)
Transcribed Image Text:2. (2 E) Prof. Amos Smith has built a career utilizing dithianes (Acc. Chem. Res. 2004, 6,
365-377) and their umpolung capabilities. An early example is the synthesis of
bertyadionol, and abbreviated structures for one of the steps in the synthesis are shown
below. Draw the compound which is the crucial umpolung intermediate, and label the
positions acting as a donor and acceptor which are utilized in the reaction below.
S. S
R
1. BuLi
2. O
HO
S
S
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