Medrings - 7-MEMBERED RING FORMATION 168Medium Sized Rings7-Membered Rings[4 2 cycloadditions[4 2 cycloadditions between dienes and allylcations

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 7-MEMBERED RING FORMATION 168Medium Sized Rings7-Membered Rings[4+2] cycloadditions- [4+2] cycloadditions between dienes and allylcations leads to cycloheptadienesreview:ACIEE1984, 23, 1; ACIEE1973, 12, 819+++IMeACIEE1973, 12, 819ACIEE1984, 23, 1-78°C+CF3CO2AgF3CCO2SiMe3SiMe3HH+ZnCl2, -30°C+ACIEE1982,21, 442OTMSBrOZnCl2O+JACS1982, 104, 1330OOOOMeOOOOOOOOOOHO++mCPBAJACS1979, 101, 226- Noyori [4+2] cycloaddition of α,α'-dibromoketones and dienesreview: ACR1979, 12, 61RROBrBrRROMRROFe2(CO)9-or-Zn-Cu+ACR1979, 61Organic Reactions1983, 29, 1637-MEMBERED RING FORMATION 169BrBrOBrBrOBrBrOOOOFe2(CO)9ZnBrBrOBrBrNCO2MeNOMeO2C1)2) ZnFe2(CO)9JACS1978, 100, 1786Tetrahedron1985, 41, 5879OOOOMeOOOOOOOOOOHO++mCPBAJACS1979, 101, 226MeMeOBrBrOOOOOOOOHCO2HHH1) H2, Pd/C2) CF3CO3H1)Fe2(CO)9JACS1972, 94, 3940JOC1976, 41, 2075OOOBnOOOOBnOOOHMeOBnOHMeMeOHMe1) CF3CO3H2) LDA, MeIJCSCC1985, 55- [4+2] cycloaddition between pentadienyl cations and olefins+++OOHOOOH- OOOΔ+Tetrahedron1966, 22, 2387JOC1987, 52, 7597-MEMBERED RING FORMATION...
View Full Document

This note was uploaded on 03/11/2012 for the course CHEM 233 taught by Professor Staff during the Fall '10 term at Vanderbilt.

Page1 / 7

Medrings - 7-MEMBERED RING FORMATION 168Medium Sized Rings7-Membered Rings[4 2 cycloadditions[4 2 cycloadditions between dienes and allylcations

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online