Progress toward the total synthesis of lucentamycin A: total synthesis and biological evaluation of 8-epi-lucentamycin A.
Authors
Daniels
RN
R Nathan
,
Melancon
BJ
Bruce J
,
Wang
EA
Emily A
,
Crews
BC
Brenda C
,
Marnett
LJ
Lawrence J
,
Sulikowski
GA
Gary A
,
Lindsley
CW
Craig W
.
The Journal of organic chemistry. 2009 11 20; 74(22).
8852-5
The Journal of organic chemistry. 2009 11 20; 74(22).
8852-5
Abstract
Synthetic efforts toward the cytotoxic peptides lucentamycins A-D are described that resulted in the total synthesis and biological evaluation of 8-epi-lucentamycin A in 15 steps with 2.2% overall yield. The key epi-nonproteogenic 3-methyl-4-ethylideneproline was synthesized via a titanium-mediated cycloisomerization reaction.
Synthetic efforts toward the cytotoxic peptides lucentamycins A-D are described that resulted in the total synthesis and biological evaluation of 8-epi-lucentamycin A in 15 steps with 2.2% overall yield. The key epi-nonproteogenic 3-methyl-4-ethylideneproline was synthesized via a titanium-mediated cycloisomerization reaction.