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Dissertation Information for J. Lucas Zuccarello

NAME:
- J. Lucas Zuccarello

DEGREE:
- Ph.D.

DISCIPLINE:
- Chemistry

SCHOOL:
- University of North Carolina, Chapel Hill (USA) (2007)

ADVISORS:
- Michael T. Crimmins

COMMITTEE MEMBERS:
- Michel R. Gagné
- Jeffrey S. Johnson

MPACT Status: Fully Complete

Title: A highly convergent approach to brevetoxin A

Abstract: Through optimized, scaled-up routes to the G and J rings of brevetoxin A, a convergent strategy based upon a Horner-Wadsworth-Emmons coupling reaction completed the GHIJ fragment. Further studies toward an alternative protecting group strategy for the GHIJ fragment elucidated a shortened synthesis. The union of a GHIJ fragment aldehyde with a BCDE fragment phosphine oxide was accomplished using a Horner-Wittig reaction, and the resulting compound was taken on to the decacyclic core through a dithioketal cyclization/reductive etherification sequence. The advanced intermediate thus obtained is expected to be a viable precursor to brevetoxin A.

MPACT Scores for J. Lucas Zuccarello

A = 0
C = 0
A+C = 0
T = 0
G = 0
W = 0
TD = 0
TA = 0
calculated 2008-05-19 15:53:08

Advisors and Advisees Graph