OH но OH I2 several steps NaHCO, A ОСН lodolactonization HO ÓCH3 ÕH B PGF24

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter21: Lipids
Section: Chapter Questions
Problem 21.64P
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Question

Lactones, cyclic esters such as compound A, are prepared by
halolactonization, an addition reaction to an alkene. For example,
iodolactonization of B forms lactone C, a key intermediate in the
synthesis of prostaglandin PGF2α. Draw a stepwise mechanism for this addition reaction.

OH
но
OH
I2
several steps
NaHCO,
A
ОСН
lodolactonization
HO
ÓCH3
ÕH
B
PGF24
Transcribed Image Text:OH но OH I2 several steps NaHCO, A ОСН lodolactonization HO ÓCH3 ÕH B PGF24
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