Provide a mechanism and explain the stereochemistry at position 3 and 4 of the product. TIPS OBn 3 CHO CS2CO3 + CH3 NO2 EtOH, 23 °C, 90 min TIPS (45:55 dr) (3R,4S)-9 10 OH OH OBn CH3 18 32% isolated yield

Provide a mechanism and explain the stereochemistry at position 3 and 4 of the product. TIPS OBn 3 CHO CS2CO3 + CH3 NO2 EtOH, 23 °C, 90 min TIPS (45:55 dr) (3R,4S)-9 10 OH OH OBn CH3 18 32% isolated yield

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

Provide a mechanism and explain the stereochemistry at position 3 and 4 of the product.
TIPS
OBn
3
CHO
CS2CO3
+
CH3
NO2
EtOH, 23 °C, 90 min
TIPS
(45:55 dr)
(3R,4S)-9
10
OH OH OBn
CH3
18
32% isolated yield

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