Write reagents (a, b, c, d, e) where they have been omitted from the following synthetic sequence.

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Write reagents (a, b, c, d, e) where they have been omitted from the following synthetic sequence. Each letter may correspond to one or more reaction steps. This sequence is the beginning of a synthesis of germanicol, a naturally occurring triterpene. The diol used in the step between (a) and (b) provides selective protection of the more reactive carbonyl group.

See Problem 63 when formulating (b).

CH H;C. H;C. H*. HOCH,CH,OH (b) (а) ČH3 H;C CH H;C CH 1. Li, liquid NH, 2. (е) (d) H. ČH3 H;C CH3

Data From Problem 63

(a)

(b)

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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