The following reaction scheme is from a synthesis of cordycepin (a nucleoside antibiotic) and the first synthesis

Question:

The following reaction scheme is from a synthesis of cordycepin (a nucleoside antibiotic) and the first synthesis of 29-deoxyadenosine (reported in 1958 by C. D. Anderson, L. Goodman, and B. R. Baker, Stanford Research Institute):

(a) What is the structure of cordycepin? (I and II are isomers.)
(b) Propose a mechanism that explains the formation of II.

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Organic Chemistry

ISBN: 978-1118133576

11th edition

Authors: Graham Solomons, Craig Fryhle, Scott Snyder

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Question Posted: Apr 19, 2016 09:35 AM

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The following reaction scheme is from a synthesis of cordycepin (a nucleoside antibiotic) and the first synthesis

Question:

NH но H2ìchel_→ Raney nickel SEt Cordycepin (1) он SOC H,O 2-Deoxyadenosine (II) Raney nickel

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Organic Chemistry

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