SYNTHESIS OF AMPHOTERICIN B (K. C. NICOLAOU 1987)SYNTHESIS OF AMPHOTERICIN B (K. C. NICOLAOU 1987)
I n ten siv e P ro g ram 31388-I C -11-2005-1-G R -E R A SM U S-I P U C -1
SY N A PS: Synthesis and R etrosynthesis in the C hem istry
o f N a t u r a l P r o d u c t s
N A T U R A L PR O D U C T C H E M I ST R Y
M o d u le 2
R etrosynthetic A pproaches T ow ards the Synthesis of N atural Pr oducts
P r o f. H . E . K ater in o p o u lo s
E d u catio n , A u d io v isu al & C u l tu re E xecu tiv e A gen cy
SYNTHESIS OF AMPHOTERICIN B (K. C. NICOLAOU 1987)
SYNTHESIS OF AMPHOTERICIN B (K. C. NICOLAOU 1987)
RETROSYNTHESIS OF AMPHOTERICIN B ACCORDING TO K. C. NICOLAOU
RETROSYNTHESIS OF AMPHOTERICIN B ACCORDING TO K. C. NICOLAOU
RETROSYNTHESIS OF AMPHOTERICIN BRETROSYNTHESIS OF AMPHOTERICIN B
Threedifferent typesof –OH protection
Trans double bondformation
THE HORNER-WADSWORTH-EMMONS OLEFINATION(Ketophosphonate-aldehyde condensation)
THE HORNER-WADSWORTH-EMMONS OLEFINATION(Ketophosphonate-aldehyde condensation)
JACS, 1961, 83, 1733-1738
RETROSYNTHESIS OF AMPHOTERICIN BRETROSYNTHESIS OF AMPHOTERICIN B
RETROSYNTHESIS OF AMPHOTERICIN BRETROSYNTHESIS OF AMPHOTERICIN B
These carbons are temporarily kept as protected alcohols
RETROSYNTHESIS OF AMPHOTERICIN BRETROSYNTHESIS OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
O OH
OH
OH
HO
O
OH
HO
O
O
O
OH
TBDPSiO
O
O
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
O
OH
TBDPSiO
O
O
O
PhO(S)CO
TBDPSiO
O
O
O
H
TBDPSiO
O
O
THE BARTON-McCOMBIE REACTION MECHANISMTHE BARTON-McCOMBIE REACTION MECHANISM
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
OHCH=O
TBDPSiO
OH
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
OH OH
TBDPSO
O O
TBDPSO
O O
TBDPSOHO
F-
O O
TBDPSOOBn
O O
OHOBn
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
SYNTHESIS OF NORTH-EASTERN SECTION OF AMPHOTERICIN B
