VjCD0100€ CLiDE 2.0PageBreak1.cdx$äArialäTimes New Romanÿÿÿÿÿÿ€€€¸ëQ‚!€GáQ¸„!€ÂõÂõ„!€ÂõëQ‚!€(\®G}!€€ € € € € 331ëQ~!€33yáz†€CO2Hÿÿ!€…ëm\~!€¸c†!€ÌÌXëQ~!€ëQd™™w!€ëQRÌÌr!€GáDÌÌr!€×£>= g!€×£>ÌÌ~!€¸E ׉!€Gá>(\•!€ÌÌR™™‰!€ €€€€€ €!€"€#€$€%€&€'€(€)¸-¸€*OHÿÿ!€+…ëa¸!€,Q¸T¸!€-NëQ!€.ëQ@ëQ!€/ ×9Âõ!€0\:¸!€1= Aff&!€2= ;®1!€3Q¸Nff&!€4)0€5+,€6,-€7,3€8-.€9./€:.0€;01€<12€=13€>€?®G/¹!€@ÌÌvõ(Â!€Ap=lázº!€B®a…ëÁ!€CGáVp=º!€Dffb®G³!€Eõ(PQ¸®!€FÂõBáz®!€Gáz<33£!€HQ¸<º!€I33C…Å!€JÂõ<®GÑ!€KffPÂÅ!€L?H€M@A€NAB€OBC€PCD€QCE€RCK€SEF€TFG€UFH€VHI€WIJ€XIK€Y€Zõ(VGáh#!€[ázZ33a!€\…ëU= Y!€]ázZõ(P!€^Z[€_[\€`\]€a€bp=–×£"!€cGá° × !€dGáÈ…ë!€e(\½×£"!€fGᶸ!€g…멸!€hQ¸¢ × !€i…룸#!€jõ(ª…ë-!€k…ë£õ(:!€l(\·õ(.!€m×£Ú×£(!€názÒ(\#!€offÈ= +!€pbi€qcf€rcg€sde€tef€uel€veo€wfg€xgh€ygi€zij€{jk€|jl€}mn€~no€€€\”Â}!€\ ×£b!€‚£p»Âõf!€ƒ™™Ï®[!€„®GÅ(\‡!€…33»~!€†Âõ´ázr!€‡¨Q¸r!€ˆ¡p=~!€‰p=¨®G‰!€Š¢®G•!€‹£pµ…‰!€Œ¸ÏÂõr!€GáÈÂõf!€ŽGáÈ~!€œ…ëm!€€ˆ€‘‡€’‚€“‚†€”ƒ€•„…€–…†€—…‹€˜…Ž€™†‡€š‡ˆ€›‡€œˆ‰€‰Š€ž‰‹€ŸŒ€ ŒŽ€¡€¢33…ë÷!€£(\)Gáà!€¤\6Q¸!€¥Jáz!€¦33?zî!€§\6®÷!€¨ ×/õ(ì!€©Gá"õ(ì!€ª®¸á!€«ffffø!€¬Gá"33!€­Gá33!€®z0£p!€¯ÂI®!€°®GC®÷!€±DQ¸!€²¢«€³£¨€´£©€µ¤±€¶¤®€·¥±€¸¦§€¹§¨€º§®€»§°€¼¨©€½©ª€¾©«€¿«¬€À¬­€Á¬®€Â¯°€Ã¯±€Ä€ÅëQ Gá&!€Æ®Gõ(>!€ÇÂõ&z!€Èõ(4×£>!€É(\G…ëI!€ÊëQ<…!€Ë®3¸'!€Ì33- ×!€Í z!€Î\®G!€ÏÂ(\'!€Ðáz Gá2!€Ñ®-Gá2!€Ò®G7(\'!€Ó¸G×£2!€Ô¸A(\'!€Õ(\A×£>!€ÖázÂõ6!€×ÅÏ€ØÆÐ€ÙÇÌ€ÚÇÍ€ÛÈÕ€ÜÈÑ€ÝÉÕ€ÞÊË€ßËÌ€àËÑ€áËÒ€âÌÍ€ãÍ΀äÍÏ€åÏЀæÐÑ€çÐÖ€èÒÔ€éÓÔ€êÓÕ€ë€ì33{Gá&!€íëQ¢ëQ€îHO!€ï= £…ë=!€ðáz¶£pI!€ñ£p«ÌÌ!€ò= £Gá&!€ózœ(\!€ôGáŽ(\!€õ£p‡\!€ö×£ˆ(\'!€÷¸ff2!€øGሮ=!€ù\œff2!€úáz¶×£2!€û°×£&!€üp=°…ë=!€ýìö€þíó€ÿïü€ïù€ðü€ñò€òó€òù€òû€óô€ôõ€ôö€ ö÷€ ÷ø€ ÷ù€ úû€ úü€€z~®÷€OBzÿÿ€€ €!€!€!€!€!€!€!€!€€€€€€ €!€"€#€$®¥p=!€%™™¹Â!€&\®™™í!€'…륣p÷!€(Q¸ž…ëë!€)…‘…ëë!€*\Š(\á!€+®G‹£p÷!€,‘Âõ!€-…‹Q¸!€.ÂõžÂõ!€/¸¹33!€0Gá²33÷!€1¸³p=!€2…£Âã!€3+€4$1€5$.€6%1€7&'€8'(€9'.€:'0€;()€<(2€=)*€>)+€?+,€@,-€A,.€B/0€C/1€D€EÂõàÂõö€FOBzÿÿ€G€H €I!€J!€K!€L!€M!€N!€O!€P!€QHI€RIJ€SJK€TKL€UKM€VLN€WMO€XNP€YOP€Z\… !€[£p×£ì!€\\p=ö!€] ×Âõê!€^ffôÂõê!€_33íffà!€`õ(îázö!€a×£ô!€bffî!€c ×!€dp=Â!€eázö!€f®Gá !€gÂõ(Â!€hff= ã!€iE`€jZc€k[\€l\]€m\c€n\e€o]^€p]h€q^_€r^`€s`a€tab€uac€vde€wdf€xdg€y€zëQÞff&€{OBzÿÿ€|€} €~!€!€€!€!€‚!€ƒ!€„!€…!€†}~€‡~€ˆ€€‰€€Š€‚€‹ƒ€Œ‚„€ƒ…€Ž„…€ff33=!€ ×p=H!€‘\z!€’…ë®%!€“33ÿff!€”Âñff!€•ÌÌê\!€–…ëõ(&!€—ò£p1!€˜ì£p=!€™®ÿ®1!€š ×£p1!€›™™…ë%!€œ(\33=!€Âáz!€žëQ&331!€Ÿz–€ œ€¡™€¢œ€£‘’€¤’“€¥’™€¦’›€§“”€¨“€©”•€ª”–€«–—€¬—˜€­—™€®š›€¯šœ€°šž€±ðB: Q¸ ÌÌ”€² ð2. Synthesis of the ®G £p%€³ðI. BH3, THF, 0°C; ÌÌ@= û€´ðNaOMe;  ×E(\]€µðH2O2, NaOH, 0°C ázH€¶ð,PhH ffV™™o€·ð2. Cr03, HZSO4,  ×W\ú€¸ðacetone áz`€¹ðBry, KBr, H20 õ(ªÌÌ €ºðaq. KOH, THF Ì̬®µ€»ðBr2, KBr, H20 ®¯õ(^€¼ðC ffìQ¸ €½ð(rt-Bu)3SnH, AIBN Gá"…ës€¾ðAl/Hg, THFIH20 = %(\S€¿ðPhH, 75°C áz2õ(€€Àð0°C -> -10°C ×£4™™Y€Á,ðð87 : 13 mixture at C* = [®G×€Âðt. H2, Ra Ni ×£ŽQ¸x€ÃðDME, -20°C \–£p€ÄðLDA, THF, -78°C; p=˜®GC€Åð2. BzCI, Py õ(¦p=x€Æ&ðMeI, HMPA, -78°C ~ -45°C  ×§= I€Çðt. LiOH, HZO Q¸øázr€ÈðMeCO~H ×£úÂI€ÉðEtOAc, 55°C áz p=D€Ê+ð2. Cr03, H2504 acetone, -10°C \r€ËQðmajor and minor epimers at C* gave the same saponification product p=4 ×