Synthesis of N-heterocycles via lactam-derived ketene aminal phosphates.: Asymmetric synthesis of cyclic amino acids.

被引：95

作者：

Nicolaou, KC

Shi, GQ

Namoto, K

Bernal, F

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[3] Univ Calif San Diego, Dept Biochem & Chem, La Jolla, CA 92093 USA

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 16期

关键词：

D O I：

10.1039/a804198i

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A variety of N-heterocycles can be synthesized from lactams via Pd-0-catalyzed couplings of their corresponding enol phosphates.

引用

页码：1757 / 1758

页数：2

共 11 条

[1] Asymmetric catalytic routes to chiral building blocks of medicinal interest [J].

Burk, MJ ;

Gross, MF ;

Harper, TGP ;

Kalberg, CS ;

Lee, JR ;

Martinez, JP .

PURE AND APPLIED CHEMISTRY, 1996, 68 (01) :37-44

[2] SYNTHESIS AND REACTIONS OF ALPHA-(TRIFLUROMETHANESULFONYLOXY)ENECARBAMATES PREPARED FROM N-ACYLLACTAMS [J].

FOTI, CJ ;

COMINS, DL .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (09) :2656-2657

[3] Synthesis and reactivity of pyrrolidinone- and piperidinone-derived enol triflates [J].

Luker, T ;

Hiemstra, H ;

Speckamp, WN .

TETRAHEDRON LETTERS, 1996, 37 (45) :8257-8260

[4] Synthesis and further reactivity of functionalized lactam-derived enol triflates [J].

Luker, T ;

Hiemstra, H ;

Speckamp, WN .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (23) :8131-8140

[5] Total synthesis of desoxoprosophylline: Application of a lactam-derived enol triflate to natural product synthesis [J].

Luker, T ;

Hiemstra, H ;

Speckamp, WN .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (11) :3592-3596

[6] Palladium-catalyzed functionalization of lactones via their cyclic ketene acetal phosphates. Efficient new synthetic technology for the construction of medium and large cyclic ethers [J].

Nicolaou, KC ;

Shi, GQ ;

Gunzner, JL ;

Gartner, P ;

Yang, Z .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (23) :5467-5468

[7]

NOYORI R, 1994, ASYMMETRIC CATALYSIS, pCH2

[8] PALLADIUM-CATALYZED COUPLING OF HETEROAROMATIC TRIFLATES WITH ACETYLENE AND ITS APPLICATION FOR A DYNEMICIN-A INTERMEDIATE [J].

OKITA, T ;

ISOBE, M .

TETRAHEDRON, 1995, 51 (13) :3737-3744

[9]

OLAH GA, 1979, SYNTHESIS-STUTTGART, P537

[10] PALLADIUM-CATALYZED COUPLING OF VINYL TRIFLATES WITH ORGANOSTANNANES - SYNTHETIC AND MECHANISTIC STUDIES [J].

SCOTT, WJ ;

STILLE, JK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (11) :3033-3040

← 1 2 →