The total synthesis of the natural product Laurenyne by Larry Overman et al (Ref.: J. Am. Chem. Soc. 1988, 110, 2248) involved the sequence given below for the generation of a conjugated aldehyde. (i) Predict the structures of the intermediates involved. (ii) Outline the mechanism of the Pd-catalysed reaction and identify the named reaction. (i) PCC (ii) Base, TMSOTF (ii) Pd(OAc)2 Но

Organic Chemistry
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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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.63P
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. The total synthesis of the natural product Laurenyne by Larry Overman et al (Ref.: J. Am. Chem. Soc.
1988, 110, 2248) involved the sequence given below for the generation of a conjugated aldehyde. (i)
Predict the structures of the intermediates involved. (ii) Outline the mechanism of the Pd-catalysed
reaction and identify the named reaction.
() РСС
(ii) Base, TMSOTF
(ii) Pd(OAc)2
но-
Transcribed Image Text:. The total synthesis of the natural product Laurenyne by Larry Overman et al (Ref.: J. Am. Chem. Soc. 1988, 110, 2248) involved the sequence given below for the generation of a conjugated aldehyde. (i) Predict the structures of the intermediates involved. (ii) Outline the mechanism of the Pd-catalysed reaction and identify the named reaction. () РСС (ii) Base, TMSOTF (ii) Pd(OAc)2 но-
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