. Author manuscript; available in PMC: 2009 Aug 29.

Published in final edited form as: J Med Chem. 2008 May 9;51(11):3203–3221. doi: 10.1021/jm800086e

Table 3.

Second- and third-generation taxoids 14 and 15.

Taxoid	R¹	R²	R³	Yield (%) (for two steps)
14a	Me	MeCO	Me₂C=CH-	80
14b	MeO	MeCO	Me₂C=CH-	72
14c	F	EtCO	Me₂C=CH-	84
14d	Cl	EtCO	Me₂C=CH-	70
14e	N₃	EtCO	Me₂C=CH-	71
14f	CH₂C=CH-	EtCO	Me₂C=CH-	80
14g	MeO	EtCO	Me₂C=CH-	69
14h	MeO	c-PrCO	Me₂C=CH-	77
14i	MeO	MeOCO	Me₂C=CH-	80
14j	MeO	PhCH₂OCO	Me₂C=CH-	70
14k	MeO	2-MeO(C₆H₄)CO	Me₂C=CH-	95
141	MeO	4-MeO(C₆H₄)CH₂CO	Me₂C=CH-	70
14m	MeO	EtCO	CH₂=CHCH₂-	65
14n	MeO	EtCO	(E)-CH₃CH=CH-	80
14o	MeO	EtCO	CH₂=CH(CH₂)₂-	71
14p	MeO	EtCO	(S)-2,2-Me₂-c-Pr-	83
15c	F	EtCO	Me₂CHCH₂-	89
15d	Cl	EtCO	Me₂CHCH₂-	80
15e	N₃	EtCO	Me₂CHCH₂-	70
15g	MeO	EtCO	Me₂CHCH₂-	73